Oyster Bay Naples

Oyster Bay is a luxury waterfront community of single family homes, condos, and townhomes in Naples, Florida, with a range of options priced between $379,000 and $7,499,000. There are currently a total of 41 homes for sale in Oyster Bay. The smallest Oyster Bay home presently available is a three bedroom two bathroom residence that is 886 square feet, and the largest of the Oyster Bay homes currently on the market has five beds and six baths and is a 7,352 square foot (5,073SF Under Air) residence.

Pets are allowed in Oyster Bay. There is a limit of how many pets you may have.

There are two commercial airports that serve Oyster Bay - Southwest Florida International Airport (RSW), which is twenty eight miles away, and Page Field (FMY), which is 32 miles away.

Oyster Bay real estate activity on the Naples MLS during the past year (as of December 2025) reflects fourteen homes changing hands, with an average asking price of $3,287,214 and an average selling price of $2,962,821. This represents a list-to-sell price ratio of 90% and $919 per square foot. During this period, Oyster Bay homes for sale have taken an average of a long 229 or more days to sell.

In addition, there are numerous other communities in Naples to choose from, or you may browse all available Naples Real Estate, including some new construction opportunities. Homes for sale in Oyster Bay are selling quickly. Set up a new listing alert, and we will notify you immediately when a new waterfront home in Oyster Bay hits the market. You can also always contact your ZFC Real Estate agent, who would happily assist you further with all your Gulf Coast real estate needs.

Oyster Bay Homes For Sale

$7.499 Million

MLS#225041921

1380 Pelican Ave
Naples, FL 34102

5

6

3

7,352 SqFt

Pool

Water Front

0.26 Acres

234 Days

New Construction

$6.9 Million

MLS#225064127

1435 Osprey Ave
Naples, FL 34102

4

4

3

5,659 SqFt

Pool

Bay Access

0.26 Acres

142 Days

Reduced

$6,700,000

$7,200,000

MLS#225065690

1100 Sandpiper St
Naples, FL 34102

5

7

2

7,000 SqFt

Pool

Bay Access

0.24 Acres

51 Days

New Construction

$5.995 Million

MLS#225080211

1566 Curlew Ave
Naples, FL 34102

5

6

2

4,991 SqFt

Pool

Water Front

0.26 Acres

27 Days

$5,800,000

MLS#225073826

1400 Jewel Box Ave
Naples, FL 34102

4

4

2

4,161 SqFt

Pool

Water Front

0.25 Acres

48 Days

$4,400,000

MLS#225079832

1550 Chesapeake Ave
Naples, FL 34102

4

4

3

3,443 SqFt

Pool

Water Front

14 Days

$3.95 Million

MLS#225001507

1501 Chesapeake Ave
Naples, FL 34102

6

8

6,767 Sq Ft

Pool

Water Front

0.29 Acres

343 Days

$2,895,000

MLS#225077747

1559 Chesapeake Ave
Naples, FL 34102

3

4

2

Pool

Water Front

10 Days

Reduced

$2,750,000

$2,869,997

MLS#225073778

1515 Osprey Ave
Naples, FL 34102

3

2

2

2,501 SqFt

Pool

Water Front

0.26 Acres

71 Days

$2,725,000

MLS#225078086

1301 Chesapeake Ave 1b
Naples, FL 34102

3

3

2

Bay Access

41 Days

$2,480,000

MLS#MFRO6282610

1311 Chesapeake Ave #4a
Naples, FL 34102

3

3

2

2,104 SqFt

Water Front

299 Days

Reduced

$2,199,000

$2,250,000

MLS#225072824

1589 Osprey Ave
Naples, FL 34102

3

2

1

2,110 SqFt

Water Front

0.26 Acres

61 Days

You may also be interested in Oyster Bay in Vero Beach.

41 Active Listings in Oyster Bay